An unprecedented shake-up rocks the Cosmo staff and the entire Hearst Corporation. Meanwhile, in an effort to save his romance with Diandra, Evan decides to quit Cosmo; Leah gets news that has major ramifications on both her personal and professional life; and Tiffany is in crisis mode when she damages a couture skirt.
Diandra and Evan's secret romance reaches new heights, but with Cosmo gossip at an all-time high Diandra might damage her professional reputation. Meanwhile, Adam pushes himself to the brink of a nervous breakdown trying to impress Michele; and Tiffany's dating life takes an unexpected turn.
As the Cosmo staff plan an expensive and time-consuming location shoot in the Bahamas, a Category 5 hurricane puts everyone on edge. Diandra and Evan find themselves stranded and alone in Miami with nothing to do but enjoy each other. After returning to New York, Diandra's rivalry with Steven reignites when they are forced to work together.
The Cosmo staff get an offer they can't refuse when the new editor-in-chief Michele Promaulayko gives them a lavish house in the Hamptons for a weekend getaway. As the coworkers get to know each other more intimately, Tiffany's budding relationship with Evan attracts attention, forcing Diandra to admit her true feelings and confront the situation.
At a star-studded Milan Fashion Week, Tiffany comes face-to-face with an international controversy. Back in New York, Diandra struggles to pull off Cosmopolitan's biggest live event of the year. Meanwhile, James and Steven escape the city for a secluded getaway that turns romantic.
When Joanna hands over control of the magazine to Cosmo's new editor in chief, Michele Promaulayko, the fate of Joanna's core staff is in jeopardy. Meanwhile, an epic clash over a guest list for an exclusive party causes a divide in the office; at the same time, Diandra distracts herself from Evan by flirting with another man.
After editor-in-chief Joanna Coles announces shocking news, the Cosmopolitan staff fear for their future. Meanwhile, executive beauty director Leah questions her place at the magazine; at the same time, senior fashion editor Tiffany clashes with her coworkers during a dramatic New York Fashion Week.
In the series premiere, the ambitious Cosmopolitan staff learn there is no environment more competitive than the magazine industry in NYC, especially after a big announcement sends the office into a tailspin. As the team prepare for a high-profile cover shoot with Ruby Rose, junior member Diandra runs into romantic complications when trying to hire a new fitness contributor.